Reaktion #2066535

Reaktionsgleichung

1-(1-tert-Butylcarbonylmethyl-2-oxo-5-phenyl-8-methoxy-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)-3-(3-ethoxycarbonylphenyl)urea

lithium hydroxide monohydrate

→

titled compound

Ausbeute 55.4%

3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-phenyl-8-methoxy-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)ureido]benzoic acid

Ausbeute 55.4%

Lösungsmittel

tetrahydrofuran

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   EinengenThe reaction mixture was concentrated under reduced pressure
3. 3
   Extraktionextracted with chloroform
4. 4
   WaschenThe organic layer was successively washed with water and saturated brine
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   SonstigeThe solvent was evaporated under reduced pressure
7. 7
   Filtrationcollected by filtration

Vorschrift

1-(1-tert-Butylcarbonylmethyl-2-oxo-5-phenyl-8-methoxy-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)-3-(3-ethoxycarbonylphenyl)urea (1.17 g) was dissolved in a mixed solvent of tetrahydrofuran (20 ml) and ethanol (20 ml), aqueous lithium hydroxide monohydrate (428 mg) solution (10 ml) was added, and the mixture was stirred for 7 hours at room temperature. The reaction mixture was concentrated under reduced pressure, the residue was weakly acidified with 1N hydrochloric acid, extracted with chloroform. The organic layer was successively washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, the residue was suspended in ethyl acetate for trituration, collected by filtration, to thereby obtain 616 mg of the titled compound.

Quelle